596103-07-0Relevant articles and documents
4-THIORIBOSE NAD ANALOGUES AND METHODS OF SYNTHESIZING AND USING THE SAME
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, (2020/05/15)
This disclosure provides a method of synthesis of 4'-thioribose NAD+ and analogues thereof, using an efficient chemoenzymatic approach. Also provided are methods of inhibiting the CD38 enzyme and compounds including 4'-thioribose NAD+ and compounds relate
Polypharmacology of N6-(3-Iodobenzyl)adenosine-5′-N-methyluronamide (IB-MECA) and Related A3 Adenosine Receptor Ligands: Peroxisome Proliferator Activated Receptor (PPAR) γ Partial Agonist and PPARδ Antagonist Activity Suggests Their
Yu, Jinha,Ahn, Seyeon,Kim, Hee Jin,Lee, Moonyoung,Ahn, Sungjin,Kim, Jungmin,Jin, Sun Hee,Lee, Eunyoung,Kim, Gyudong,Cheong, Jae Hoon,Jacobson, Kenneth A.,Jeong, Lak Shin,Noh, Minsoo
, p. 7459 - 7475 (2017/09/23)
A3 adenosine receptor (AR) ligands including A3 AR agonist, N6-(3-iodobenzyl)adenosine-5′-N-methyluronamide (1a, IB-MECA) were examined for adiponectin production in human bone marrow mesenchymal stem cells (hBM-MSCs). In
Design, synthesis, and anticancer activity of C8-substituted-4′-thionucleosides as potential HSP90 inhibitors
Qu, Shuhao,Mulamoottil, Varughese A.,Nayak, Akshata,Ryu, Seungyeon,Hou, Xiyan,Song, Jayoung,Yu, Jinha,Sahu, Pramod K.,Zhao, Long Xuan,Choi, Sun,Lee, Sang Kook,Jeong, Lak Shin
, p. 3418 - 3428 (2016/07/21)
A series of C8-substituted-4′-thioadenosine analogs 3a–3g, 15, and 17 and their truncated derivatives 4a–4j, 23–25, and 27 have been successfully synthesized from D-ribose and D-mannose, respectively, employing Pummerer type or Vorbrüggen condensation reactions and the functionalization at the C8-position of nucleobase via Stille coupling or nucleophilic aromatic substitution reactions as key steps. All the synthesized compounds were assayed for their HSP90 inhibitory activity, but they were found to be inactive up to 100 μM. However, the 8-iodo derivatives 15, 17, and 27 exhibited potent anticancer activity, indicating that different mechanism of action might be involved in their biological activity.
Synthesis of 4'-thiopurine nucleosides using hypervalent iodine compounds
Nishizono, Naozumi,Soma, Kayo,Baba, Ryosuke,Machida, Minoru,Oda, Kazuaki
, p. 619 - 634 (2008/09/20)
The reaction of a silylated purine base with thiofuranoid using phenyl iodosyl bis(trifluoroacetate) gave 4'-thio purine nucleosides.
Structure-activity relationships of 2-chloro-N6-substituted- 4′-thioadenosine-5′-uronamides as highly potent and selective agonists at the human A3 adenosine receptor
Jeong, Lak Shin,Lee, Hyuk Woo,Jacobson, Kenneth A.,Kim, Hea Ok,Shin, Dae Hong,Lee, Jeong A.,Gao, Zhan-Guo,Lu, Changrui,Duong, Heng T.,Gunaga, Prashantha,Lee, Sang Kook,Jin, Dong Zhe,Chun, Moon Woo,Moon, Hyung Ryong
, p. 273 - 281 (2007/10/03)
We have established structure-activity relationships of novel 4′-thionucleoside analogues as the A3 adenosine receptor (AR) agonists. Binding affinity, selectivity toward other AR subtypes, and efficacy in inhibition of adenylate cyclase were studied. Fro
Purine nucleosides
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Page/Page column 16; Sheet 2 of 3, (2010/02/14)
Disclosed are purine nucleoside compounds that are selective to A3 adenosine receptors and are useful for the treatment of cancer and inflammatory diseases. The compounds are shown by the following general formula (I), including isomers thereof: wherein X is sulfur or oxygen; R1 is hydrogen, alkyl, benzyl, halobenzyl, or phenylalkyl; R2 is hydrogen, halogen, alkoxy, alkenyl, alkynyl, alkylthio, or thio; R3 and R3′ are hydrogen, hydroxyalkyl, alkoxycarbonyl, or alkylaminocabonyl, whereas R3 and R3′ do not have identical substituents simultaneously; and R4 is hydrogen or alkyl. Also disclosed are a pharmaceutical composition comprising a compound of formula (I), an isomer, or its pharmacologically acceptable salt as an active ingredient and a method for preventing or treating various diseases, state, or condition, including asthma, inflammation, cerebral ischemia, heart diseases, and cancer.
N6-substituted D-4′-thioadenosine-5′-methyluronamides: Potent and selective agonists at the human A3 adenosine receptor
Jeong, Lak Shin,Jin, Dong Zhe,Kim, Hea Ok,Shin, Dae Hong,Moon, Hyung Ryong,Gunaga, Prashantha,Chun, Moon Woo,Kim, Yong-Chul,Melman, Neli,Gao, Zhan-Guo,Jacobson, Kenneth A.
, p. 3775 - 3777 (2007/10/03)
4′-Thio analogues 3-5 of Cl-IB-MECA (2) (Ki = 1.0 ± 0.2 nM at the human A3 adenosine receptor) were synthesized from D-gulono-γ-lactone via 4-thioribosyl acetate 14 as the key intermediate. All synthesized 4′-thionucleosides exhibite